KR101533122B1 - 산화안정성을 향상시키기 위한 바이오디젤 연료용 힌더드 페놀과 질소 함유 청정제의 상승작용성 배합물 - Google Patents
산화안정성을 향상시키기 위한 바이오디젤 연료용 힌더드 페놀과 질소 함유 청정제의 상승작용성 배합물 Download PDFInfo
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- KR101533122B1 KR101533122B1 KR1020097023018A KR20097023018A KR101533122B1 KR 101533122 B1 KR101533122 B1 KR 101533122B1 KR 1020097023018 A KR1020097023018 A KR 1020097023018A KR 20097023018 A KR20097023018 A KR 20097023018A KR 101533122 B1 KR101533122 B1 KR 101533122B1
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- South Korea
- Prior art keywords
- fuel
- present
- fatty acid
- nitrogen
- group
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- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- 238000005576 amination reaction Methods 0.000 description 1
- 229910021529 ammonia Chemical class 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- OTBHHUPVCYLGQO-UHFFFAOYSA-N bis(3-aminopropyl)amine Chemical compound NCCCNCCCN OTBHHUPVCYLGQO-UHFFFAOYSA-N 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 230000003749 cleanliness Effects 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000010636 coriander oil Substances 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 125000000392 cycloalkenyl group Chemical group 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- YQLZOAVZWJBZSY-UHFFFAOYSA-N decane-1,10-diamine Chemical compound NCCCCCCCCCCN YQLZOAVZWJBZSY-UHFFFAOYSA-N 0.000 description 1
- 230000001934 delay Effects 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 235000021323 fish oil Nutrition 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 125000000743 hydrocarbylene group Chemical group 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 235000019508 mustard seed Nutrition 0.000 description 1
- LSHROXHEILXKHM-UHFFFAOYSA-N n'-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethyl]ethane-1,2-diamine Chemical compound NCCNCCNCCNCCNCCN LSHROXHEILXKHM-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- SEGJNMCIMOLEDM-UHFFFAOYSA-N n-methyloctan-1-amine Chemical compound CCCCCCCCNC SEGJNMCIMOLEDM-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000000018 nitroso group Chemical group N(=O)* 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 235000014571 nuts Nutrition 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 239000013618 particulate matter Substances 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 229940107700 pyruvic acid Drugs 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 239000004456 rapeseed meal Substances 0.000 description 1
- 230000001172 regenerating effect Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 150000003444 succinic acids Chemical class 0.000 description 1
- 125000002730 succinyl group Chemical group C(CCC(=O)*)(=O)* 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 239000005418 vegetable material Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/143—Organic compounds mixtures of organic macromolecular compounds with organic non-macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/16—Hydrocarbons
- C10L1/1616—Hydrocarbons fractions, e.g. lubricants, solvents, naphta, bitumen, tars, terpentine
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/18—Organic compounds containing oxygen
- C10L1/19—Esters ester radical containing compounds; ester ethers; carbonic acid esters
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/234—Macromolecular compounds
- C10L1/238—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
- C10L1/2383—Polyamines or polyimines, or derivatives thereof (poly)amines and imines; derivatives thereof (substituted by a macromolecular group containing 30C)
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/18—Organic compounds containing oxygen
- C10L1/182—Organic compounds containing oxygen containing hydroxy groups; Salts thereof
- C10L1/183—Organic compounds containing oxygen containing hydroxy groups; Salts thereof at least one hydroxy group bound to an aromatic carbon atom
- C10L1/1832—Organic compounds containing oxygen containing hydroxy groups; Salts thereof at least one hydroxy group bound to an aromatic carbon atom mono-hydroxy
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
- C10L1/223—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond having at least one amino group bound to an aromatic carbon atom
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/234—Macromolecular compounds
- C10L1/238—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L2230/00—Function and purpose of a components of a fuel or the composition as a whole
- C10L2230/08—Inhibitors
- C10L2230/081—Anti-oxidants
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Solid Fuels And Fuel-Associated Substances (AREA)
- Liquid Carbonaceous Fuels (AREA)
- Lubricants (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US91004407P | 2007-04-04 | 2007-04-04 | |
| US60/910,044 | 2007-04-04 | ||
| PCT/US2008/059012 WO2008124390A2 (en) | 2007-04-04 | 2008-04-01 | A synergistic combination of a hindered phenol and nitrogen containing detergent for biodiesel fuel to improve oxidative stability |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20100016200A KR20100016200A (ko) | 2010-02-12 |
| KR101533122B1 true KR101533122B1 (ko) | 2015-07-01 |
Family
ID=39611565
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020097023018A KR101533122B1 (ko) | 2007-04-04 | 2008-04-01 | 산화안정성을 향상시키기 위한 바이오디젤 연료용 힌더드 페놀과 질소 함유 청정제의 상승작용성 배합물 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US20120103290A1 (pt) |
| EP (1) | EP2132285A2 (pt) |
| JP (2) | JP5436409B2 (pt) |
| KR (1) | KR101533122B1 (pt) |
| AU (1) | AU2008237487B2 (pt) |
| BR (1) | BRPI0809980B1 (pt) |
| CA (1) | CA2681312C (pt) |
| WO (1) | WO2008124390A2 (pt) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0714725D0 (en) * | 2007-07-28 | 2007-09-05 | Innospec Ltd | Fuel oil compositions and additives therefor |
| US8430936B2 (en) * | 2007-11-30 | 2013-04-30 | Baker Hughes Incorporated | Stabilization of fatty oils and esters with alkyl phenol amine aldehyde condensates |
| BRPI1012681B1 (pt) * | 2009-06-26 | 2019-03-26 | China Petroleum & Chemical Corporation | Composição de diesel e método de aumentar a estabilidade de oxidação de biodiesel |
| US20110023351A1 (en) * | 2009-07-31 | 2011-02-03 | Exxonmobil Research And Engineering Company | Biodiesel and biodiesel blend fuels |
| US8680029B2 (en) | 2009-10-02 | 2014-03-25 | Exxonmobil Research And Engineering Company | Lubricating oil compositions for biodiesel fueled engines |
| US8367593B2 (en) | 2009-10-02 | 2013-02-05 | Exxonmobil Research And Engineering Company | Method for improving the resistance to one or more of corrosion, oxidation, sludge and deposit formation of lubricating oil compositions for biodiesel fueled engines |
| US8846587B2 (en) | 2011-03-24 | 2014-09-30 | Elevance Renewable Sciences, Inc. | Functionalized monomers and polymers |
| US9315748B2 (en) | 2011-04-07 | 2016-04-19 | Elevance Renewable Sciences, Inc. | Cold flow additives |
| FR2984918B1 (fr) | 2011-12-21 | 2014-08-01 | Total Raffinage Marketing | Compositions d’additifs ameliorant la resistance au lacquering de carburants de type diesel ou biodiesel de qualite superieure |
| US9012385B2 (en) | 2012-02-29 | 2015-04-21 | Elevance Renewable Sciences, Inc. | Terpene derived compounds |
| EP2912148A1 (en) * | 2012-10-23 | 2015-09-02 | The Lubrizol Corporation | Diesel detergent without a low molecular weight penalty |
| EP2920282B1 (en) | 2012-11-19 | 2021-10-20 | The Lubrizol Corporation | Alkylene-coupled phenols for use in biodiesel engines |
| US20140274832A1 (en) | 2013-03-12 | 2014-09-18 | Elevance Renewable Sciences, Inc. | Maleinized ester derivatives |
| US20150057204A1 (en) | 2013-03-12 | 2015-02-26 | Elevance Renewable Sciences, Inc. | Maleanized Ester Derivatives |
| WO2015026577A1 (en) * | 2013-08-23 | 2015-02-26 | Chevron U.S.A. Inc. | Diesel fuel composition |
| US20150368576A1 (en) * | 2014-06-18 | 2015-12-24 | Shell Oil Company | Fischer tropsch derived diesel fuel formulation |
| EP3053992A1 (de) | 2015-02-09 | 2016-08-10 | LANXESS Deutschland GmbH | Biodiesel |
| CN106590767B (zh) * | 2015-10-19 | 2018-05-18 | 中国石油化工股份有限公司 | 一种生物柴油组合物及其制造方法 |
| US20190367833A1 (en) | 2016-12-27 | 2019-12-05 | The Lubrizol Corporation | Lubricating composition including n-alkylated dianiline |
| US11162048B2 (en) | 2016-12-27 | 2021-11-02 | The Lubrizol Corporation | Lubricating composition with alkylated naphthylamine |
| FR3103815B1 (fr) * | 2019-11-29 | 2021-12-17 | Total Marketing Services | Utilisation de diols comme additifs de détergence |
| FR3103812B1 (fr) * | 2019-11-29 | 2023-04-07 | Total Marketing Services | Utilisation de composés alkyl phénol comme additifs de détergence |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04114090A (ja) * | 1989-12-22 | 1992-04-15 | Ethyl Petroleum Additives Ltd | デイーゼル燃料組成物 |
| JPH10121065A (ja) * | 1996-09-05 | 1998-05-12 | Bp Chem Additives Ltd | 炭化水素燃料洗浄剤 |
| JP2006283028A (ja) * | 2005-04-04 | 2006-10-19 | Degussa Ag | バイオディーゼルの酸化安定性を高める方法 |
| JP2007291390A (ja) * | 2006-04-21 | 2007-11-08 | Infineum Internatl Ltd | バイオ燃料における改善 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100307417B1 (ko) * | 1992-08-24 | 2001-11-30 | 윌리암씨.오 | 연료의경제성을증가시키는방법및이를위한연료조성물 |
| US5789356A (en) * | 1994-10-13 | 1998-08-04 | Exxon Chemical Patents Inc | Synergistic combinations for use in functional fluid compositions |
| US5925151A (en) * | 1996-09-19 | 1999-07-20 | Texaco Inc | Detergent additive compositions for diesel fuels |
| KR100509082B1 (ko) * | 1997-03-21 | 2005-08-18 | 인피늄 홀딩스 비.브이. | 연료유 조성물 |
| FR2839315B1 (fr) * | 2002-05-03 | 2006-04-28 | Totalfinaelf France | Additif pour ameliorer la stabilite thermique de compositions d'hydrocarbures |
| MY140297A (en) * | 2002-10-18 | 2009-12-31 | Shell Int Research | A fuel composition comprising a base fuel, a fischer-tropsch derived gas oil and an oxygenate |
| EP1718394A4 (en) * | 2004-02-09 | 2008-05-28 | O2Diesel Corp | METHOD FOR REDUCING PARTICULAR EMISSIONS FROM DIESEL ENGINE EXHAUSTING USING ETHANOL / DIESEL FUEL MIXTURES COMBINED WITH DIOXIDE OXIDIZING CATALYSTS |
| WO2005087903A1 (en) * | 2004-03-09 | 2005-09-22 | Conocophillips Company | Blends of synthetic distillate and biodiesel for low nitrogen oxide emissions from diesel engines |
| EP1752516A1 (en) | 2005-08-01 | 2007-02-14 | The Lubrizol Corporation | Dispersants |
| CA2628800C (en) * | 2005-11-10 | 2013-07-30 | The Lubrizol Corporation | Method of controlling by-products or pollutants from fuel combustion |
| DE202005020492U1 (de) * | 2005-12-30 | 2006-04-27 | Clean Oil Ag | Pflanzenöl-Dieselkraftstoff |
| GB0700534D0 (en) * | 2007-01-11 | 2007-02-21 | Innospec Ltd | Composition |
| ATE490299T1 (de) * | 2007-03-02 | 2010-12-15 | Basf Se | Zur antistatikausrüstung und verbesserung der elektrischen leitfähigkeit von unbelebtem organischen material geeignete additivformulierung |
| EP2126010A1 (en) * | 2007-03-21 | 2009-12-02 | The Lubrizol Corporation | Fuel additives for use in alcohol-fuels |
-
2008
- 2008-04-01 EP EP08733050A patent/EP2132285A2/en not_active Withdrawn
- 2008-04-01 JP JP2010502244A patent/JP5436409B2/ja not_active Expired - Fee Related
- 2008-04-01 KR KR1020097023018A patent/KR101533122B1/ko not_active IP Right Cessation
- 2008-04-01 US US12/530,627 patent/US20120103290A1/en not_active Abandoned
- 2008-04-01 AU AU2008237487A patent/AU2008237487B2/en not_active Ceased
- 2008-04-01 BR BRPI0809980A patent/BRPI0809980B1/pt not_active IP Right Cessation
- 2008-04-01 CA CA2681312A patent/CA2681312C/en not_active Expired - Fee Related
- 2008-04-01 WO PCT/US2008/059012 patent/WO2008124390A2/en active Application Filing
-
2013
- 2013-05-24 JP JP2013109687A patent/JP2013163825A/ja not_active Withdrawn
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04114090A (ja) * | 1989-12-22 | 1992-04-15 | Ethyl Petroleum Additives Ltd | デイーゼル燃料組成物 |
| JPH10121065A (ja) * | 1996-09-05 | 1998-05-12 | Bp Chem Additives Ltd | 炭化水素燃料洗浄剤 |
| JP2006283028A (ja) * | 2005-04-04 | 2006-10-19 | Degussa Ag | バイオディーゼルの酸化安定性を高める方法 |
| JP2007291390A (ja) * | 2006-04-21 | 2007-11-08 | Infineum Internatl Ltd | バイオ燃料における改善 |
Also Published As
| Publication number | Publication date |
|---|---|
| BRPI0809980B1 (pt) | 2017-02-14 |
| JP2013163825A (ja) | 2013-08-22 |
| AU2008237487B2 (en) | 2012-04-05 |
| BRPI0809980A2 (pt) | 2015-07-28 |
| JP2010523768A (ja) | 2010-07-15 |
| AU2008237487A1 (en) | 2008-10-16 |
| CA2681312C (en) | 2015-10-27 |
| WO2008124390A3 (en) | 2008-12-04 |
| KR20100016200A (ko) | 2010-02-12 |
| US20120103290A1 (en) | 2012-05-03 |
| EP2132285A2 (en) | 2009-12-16 |
| CA2681312A1 (en) | 2008-10-16 |
| JP5436409B2 (ja) | 2014-03-05 |
| WO2008124390A2 (en) | 2008-10-16 |
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